EP1421085A2 - Verfahren for zur herstellung eines 14-hydroxynormorphinon-derivats - Google Patents

Verfahren for zur herstellung eines 14-hydroxynormorphinon-derivats

Info

Publication number
EP1421085A2
EP1421085A2 EP02767405A EP02767405A EP1421085A2 EP 1421085 A2 EP1421085 A2 EP 1421085A2 EP 02767405 A EP02767405 A EP 02767405A EP 02767405 A EP02767405 A EP 02767405A EP 1421085 A2 EP1421085 A2 EP 1421085A2
Authority
EP
European Patent Office
Prior art keywords
formula
derivative
benzyl
hydroxynormoφhinone
moφhine
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
EP02767405A
Other languages
English (en)
French (fr)
Other versions
EP1421085B1 (de
Inventor
Joannes Theodorus Maria Linders
Pieter Vrijhof
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Merck Sharp and Dohme BV
Original Assignee
Akzo Nobel NV
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Akzo Nobel NV filed Critical Akzo Nobel NV
Priority to EP02767405A priority Critical patent/EP1421085B1/de
Publication of EP1421085A2 publication Critical patent/EP1421085A2/de
Application granted granted Critical
Publication of EP1421085B1 publication Critical patent/EP1421085B1/de
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D489/00—Heterocyclic compounds containing 4aH-8, 9 c- Iminoethano-phenanthro [4, 5-b, c, d] furan ring systems, e.g. derivatives of [4, 5-epoxy]-morphinan of the formula:
    • C07D489/06—Heterocyclic compounds containing 4aH-8, 9 c- Iminoethano-phenanthro [4, 5-b, c, d] furan ring systems, e.g. derivatives of [4, 5-epoxy]-morphinan of the formula: with a hetero atom directly attached in position 14
    • C07D489/08—Oxygen atom
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D489/00—Heterocyclic compounds containing 4aH-8, 9 c- Iminoethano-phenanthro [4, 5-b, c, d] furan ring systems, e.g. derivatives of [4, 5-epoxy]-morphinan of the formula:
    • C07D489/02—Heterocyclic compounds containing 4aH-8, 9 c- Iminoethano-phenanthro [4, 5-b, c, d] furan ring systems, e.g. derivatives of [4, 5-epoxy]-morphinan of the formula: with oxygen atoms attached in positions 3 and 6, e.g. morphine, morphinone

Definitions

  • an oxidizing agent effective for oxidizing allylic hydroxy groups to form keto groups, where a morphinone compound of the formula III is prepared.
  • the oxidizing agent is sodium dichromate.
  • Ri is ethyl. For R 2 benzyl is most preferred.
  • the novel intermediates of formula II, III and IV form each another aspect of the present invention.
  • the intermediates of formula II, III and IV are in particular preferred wherein is ethyl.
  • Most preferred are the intermediates of formula II, III and IV wherein Ri is ethyl and R 2 is benzyl.
EP02767405A 2001-08-23 2002-08-15 Verfahren for zur herstellung eines 14-hydroxynormorphinon-derivats Expired - Lifetime EP1421085B1 (de)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP02767405A EP1421085B1 (de) 2001-08-23 2002-08-15 Verfahren for zur herstellung eines 14-hydroxynormorphinon-derivats

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
EP01203187 2001-08-23
EP01203187 2001-08-23
PCT/EP2002/009280 WO2003018588A2 (en) 2001-08-23 2002-08-15 Process for the preparation of a 14-hydroxynormorphinone derivative
EP02767405A EP1421085B1 (de) 2001-08-23 2002-08-15 Verfahren for zur herstellung eines 14-hydroxynormorphinon-derivats

Publications (2)

Publication Number Publication Date
EP1421085A2 true EP1421085A2 (de) 2004-05-26
EP1421085B1 EP1421085B1 (de) 2010-04-28

Family

ID=8180821

Family Applications (1)

Application Number Title Priority Date Filing Date
EP02767405A Expired - Lifetime EP1421085B1 (de) 2001-08-23 2002-08-15 Verfahren for zur herstellung eines 14-hydroxynormorphinon-derivats

Country Status (26)

Country Link
US (1) US7435817B2 (de)
EP (1) EP1421085B1 (de)
JP (1) JP4559730B2 (de)
KR (1) KR100901402B1 (de)
CN (1) CN1271072C (de)
AR (1) AR035289A1 (de)
AT (1) ATE466016T1 (de)
AU (1) AU2002331163B2 (de)
BR (1) BRPI0211899B8 (de)
CA (1) CA2457671C (de)
DE (1) DE60236171D1 (de)
EC (1) ECSP044984A (de)
ES (1) ES2345327T3 (de)
HK (1) HK1063803A1 (de)
HR (1) HRP20040161A2 (de)
HU (1) HUP0401600A3 (de)
IL (1) IL160193A0 (de)
IS (1) IS7153A (de)
MX (1) MXPA04001647A (de)
NO (1) NO328655B1 (de)
NZ (1) NZ531152A (de)
PE (1) PE20030460A1 (de)
PL (1) PL368732A1 (de)
RU (1) RU2297419C2 (de)
WO (1) WO2003018588A2 (de)
ZA (1) ZA200401016B (de)

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2610859C (en) 2005-06-16 2013-11-12 Peter Xianqi Wang A synthetic route to 14-hydroxyl opiates through 1-halo-thebaine or analogs
EP2125824B2 (de) * 2007-03-23 2023-11-15 Mallinckrodt LLC Verbesserte zubereitung von oxymorphon aus oripavin
CN101033228B (zh) * 2007-04-04 2010-05-19 复旦大学 14-羟基-7,8-二氢降吗啡酮的制备方法
WO2008130553A1 (en) 2007-04-16 2008-10-30 Mallinckrodt Inc. Novel opiate reduction utilizing catalytic hydrogen transfer reaction
CA2709862C (en) * 2007-12-17 2016-03-15 Peter X. Wang Sinomenine derivatives and processes for their synthesis
CN101896487A (zh) 2007-12-17 2010-11-24 马林克罗特公司 N-甲基吗啡喃的n-脱甲基化
EP2222642B1 (de) * 2007-12-17 2014-02-12 Mallinckrodt LLC Verfahren und verbindungen zur herstellung von (+) opiaten
CH705273B1 (de) 2010-05-10 2016-06-15 Euro Celtique Sa Pharmazeutische Zusammensetzung – umfassend Hydromorphon und Naloxon.
AU2011252040C1 (en) 2010-05-10 2015-04-02 Euro-Celtique S.A. Manufacturing of active-free granules and tablets comprising the same
CN103002881B (zh) 2010-05-10 2015-09-02 欧洲凯尔特公司 载有活性剂的颗粒与额外活性剂的组合
CA2802295C (en) 2010-06-11 2016-09-20 Rhodes Technologies Transition metal-catalyzed processes for the preparation of n-allyl compounds and use thereof
JP2013529595A (ja) 2010-06-11 2013-07-22 ローズ テクノロジーズ 第３級アミンのｎ−脱アルキル化方法
WO2013036729A1 (en) 2011-09-08 2013-03-14 Mallinckrodt Llc Production of alkaloids without the isolation of intermediates
BR112016002079A2 (pt) * 2013-08-02 2017-09-05 Johnson Matthey Plc Processo para preparação de um aditivo ácido de oximorfona, solução aquosa de aditivo ácido de oximorfona, aditivo ácido de oximorfona sólido, e, alcaloide de oximorfona sólido
UA116405C2 (uk) 2013-11-13 2018-03-12 Євро-Селтік С.А. Гідроморфон та налоксон для лікування болю та синдрому опіоїдної дисфункції кишечнику

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5112975A (en) * 1984-03-27 1992-05-12 Mallinckrodt Specialty Chemicals Company Preparation of noroxymorphone from morphine
IT1199871B (it) 1984-03-27 1989-01-05 Mallinckrodt Inc Procedimento per la preparazione di norossimorfone dalla morfina e composti intermedi per tale procedimento
US5869669A (en) * 1996-07-26 1999-02-09 Penick Corporation Preparation of 14-hydroxynormorphinones from normorphinone dienol acylates
WO2000066588A1 (en) * 1999-05-05 2000-11-09 The Government Of The United States Of America, Represented By The Secretary, Departmentof Health A Nd Human Services Direct c-14 oxidation of opioids

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO03018588A2 *

Also Published As

Publication number Publication date
KR100901402B1 (ko) 2009-06-05
HRP20040161A2 (en) 2004-06-30
DE60236171D1 (de) 2010-06-10
CA2457671A1 (en) 2003-03-06
US7435817B2 (en) 2008-10-14
RU2004108210A (ru) 2005-04-10
RU2297419C2 (ru) 2007-04-20
JP2005502670A (ja) 2005-01-27
WO2003018588A2 (en) 2003-03-06
BRPI0211899B8 (pt) 2021-05-25
US20050038250A1 (en) 2005-02-17
EP1421085B1 (de) 2010-04-28
CA2457671C (en) 2011-02-15
IS7153A (is) 2004-02-13
ES2345327T3 (es) 2010-09-21
PE20030460A1 (es) 2003-05-15
ZA200401016B (en) 2004-10-19
AR035289A1 (es) 2004-05-05
WO2003018588B1 (en) 2004-02-26
HUP0401600A3 (en) 2008-05-28
MXPA04001647A (es) 2004-05-31
NO20040724L (no) 2004-02-19
ECSP044984A (es) 2004-04-28
HK1063803A1 (en) 2005-01-14
AU2002331163B2 (en) 2008-02-21
IL160193A0 (en) 2004-07-25
CN1271072C (zh) 2006-08-23
PL368732A1 (en) 2005-04-04
HUP0401600A2 (hu) 2004-11-29
BR0211899A (pt) 2004-09-21
ATE466016T1 (de) 2010-05-15
NZ531152A (en) 2005-11-25
BR0211899B1 (pt) 2014-01-21
CN1545517A (zh) 2004-11-10
NO328655B1 (no) 2010-04-19
JP4559730B2 (ja) 2010-10-13
WO2003018588A3 (en) 2003-11-27
KR20040027950A (ko) 2004-04-01

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